Morpholine → 4'-(4-Morpholinylcarbonyl)[1,1'-biphenyl]-4-ol

HRID 1064672Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1064672
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.C(N(CC)CC)C.Cl.CN(C)CCCN=C=NCC>ClCCl>[N:17]1([C:14]([C:11]2[CH:10]=[CH:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=3)=[CH:13][CH:12]=2)=[O:16])[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1

Komponenten

6

Edukt 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 3015564'-Hydroxy-4-biphenylcarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Produkt 1

HCID 222746894'-(4-Morpholinylcarbonyl)[1,1'-biphenyl]-4-olAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-hydroxy-biphenyl-4′-carboxylic acid (5.35 g, 25.0 mmol), morpholine (2.39 g, 27.5 mmol) and triethylamine (3.5 mL, 25 mmol) in dichloromethane (100 mL) was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride. The mixture was stirred for 16 hours, diluted with aqueous NaH2PO4 and filtered. The solid was washed with 1:2 diethyl ether/water (100 mL) then with water (400 mL). The solid was dried in vacuo to give the titled compound (5.89 g, 83%). MS (DCI) m/z 284 (M+H)+;

Aufarbeitung

  1. filtrationfiltered
  2. washThe solid was washed with 1:2 diethyl ether/water (100 mL)
  3. customThe solid was dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8d778ba48f3d4a559fbb6ba14c4a7c77
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06969730B2

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